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It is quite funny though, isn't it? The brash, loud girl who's idea of courtship is pic related got beaten to the punch. Meanwhile the quiet girl whose self esteem issues are spelled out is the one who sacks up and delivers that first strike.
But then if you think about it, the reason Misty is afraid to take that step is because she's afraid of losing Ash. Afraid of not being able to be close to him anymore. And given that Ash and Serena were barely allowed to interact ever again after Serena confessed, perhaps in some strange meta way, Misty's fear was justified.